United States v. Pena de la Cruz

Court of Appeals for the First Circuit·Decided September 11, 2026·No. 25-1648·Published

Opinion

United States Court of Appeals For the First Circuit

No. 25-1648 UNITED STATES,

Appellant,

v.

JOSE MIGUEL PENA DE LA CRUZ, Defendant, Appellee.

APPEAL FROM THE UNITED STATES DISTRICT COURT FOR THE DISTRICT OF MASSACHUSETTS

[Hon. William G. Young, U.S. District Judge]

Before

Montecalvo, Lipez, and Kayatta, Circuit Judges.

Donald C. Lockhart, Assistant United States Attorney, with whom Leah B. Foley, United States Attorney, was on brief, for appellant.

Judith H. Mizner, Assistant Federal Public Defender, for appellee.

September 11, 2026

MONTECALVO, Circuit Judge. On March 26, 2025, Jose Miguel Pena de la Cruz was indicted in the U.S. District Court for the District of Massachusetts for money laundering conspiracy and aiding and abetting money laundering.1 After he was arraigned, and after a magistrate judge ordered his release from criminal custody on conditions pursuant to the Bail Reform Act, Pena de la Cruz was taken into Immigration and Customs Enforcement (ICE) custody. On June 19, 2025, the government notified the district court that Pena de la Cruz, a citizen of the Dominican Republic, would be imminently deported. The district court, treating that notice as a motion to dismiss Pena de la Cruz's criminal indictment without prejudice, entered an order on June 23, 2025 (the "June 23rd Order"), dismissing the indictment with prejudice upon Pena de la Cruz's deportation.2 The next day, Pena de la Cruz was deported. The government now appeals the district court's order dismissing the indictment with prejudice. Because we agree that the dismissal with prejudice constituted an abuse of discretion, we vacate that order and remand to the district court with

1The grand jury returned an indictment charging Pena de la Cruz with one count of money laundering conspiracy under 18 U.S.C. § 1956(h) and three counts of aiding and abetting money laundering under 18 U.S.C. §§ 1956(a)(1)(B)(i) and 2, in the amounts of $130,040, $70,140, and $139,900, respectively.

2 Dismissal of an indictment with prejudice bars future

prosecution of the alleged counts, whereas dismissal without prejudice generally allows the government to recharge the defendant with those same counts in the future. See generally Dismissal, Black's Law Dictionary (12th ed. 2024).

instructions to enter an order dismissing the indictment without prejudice. We further vacate the district court's standing order at issue in this case, in both its original and modified forms.

I.

We begin with an overview of the events leading up to the district court's June 23rd Order. During a status conference on May 1, 2025, the government first informed the district court that Pena de la Cruz had been taken into ICE custody and was detained in New Hampshire. In response, defense counsel made an oral motion to dismiss Pena de la Cruz's indictment with prejudice, arguing that his detention, and his likely upcoming deportation, would interfere with his Sixth Amendment rights as a criminal defendant to seek assistance of counsel, testify in his own defense, and present his case at trial. The government responded that in a similar case where a defendant had been moved to ICE custody out-of-state but had not yet been deported, that individual had been returned to Massachusetts to complete criminal proceedings; the government suggested that the same could be done with Pena de la Cruz. The district court ordered Pena de la Cruz

"not to be deported" and instructed the government to respond in writing to Pena de la Cruz's motion for dismissal with prejudice.3 On May 8, 2025, the district court judge, in a standing order governing all criminal cases before that judge, ordered that defendants were not to be subject to ICE custody until one of three things occurred: 1) the government moved for dismissal of the pending charges with prejudice and the district court allowed the motion, 2) a jury acquitted the defendant of the charges, or 3) judgment was entered following a trial or plea.

Two weeks later, on May 22, 2025, the district court issued a new order in Pena de la Cruz's case in which it modified its recently issued standing order to "permit . . . ICE detention" so long as detainees were not deported until their criminal case had concluded. The court also ordered ICE to "facilitate the appearance" of detainees "for all court appearances where the criminal defendant is permitted to be present."

3 In the government's later written opposition to Pena de la Cruz's motion to dismiss his indictment with prejudice, the government argued that because Pena de la Cruz had not yet been deported, his claim was "not ripe." The government also contested defense counsel's claims concerning prejudice to Pena de la Cruz's Sixth Amendment rights, arguing that Pena de la Cruz could not demonstrate that being detained in neighboring New Hampshire would "significantly prejudice him," where his detention did not inhibit his ability to "receive calls from his lawyer" and "review evidence." Following the government's written opposition, Pena de la Cruz moved to withdraw his earlier oral motion to dismiss with prejudice as "not yet ripe."

On May 29, 2025, the district court held another status conference at which ICE facilitated Pena de la Cruz's appearance, in compliance with the court's earlier order.4 At the status conference, defense counsel informed the district court that Pena de la Cruz had "a final order of removal" in his immigration proceedings and did not intend to challenge that order. The district court noted that the only remaining issue, then, was whether dismissal of the criminal charges against Pena de la Cruz would be entered with or without prejudice.

In considering that issue, the district court expressed concern over the government's efforts to deport Pena de la Cruz after the United States Attorney had exercised its prosecutorial discretion to indict him. The district court noted that law enforcement had expended time and resources to investigate the case, grand jury members had convened and returned an indictment on serious money laundering charges against him, and a magistrate judge had carefully considered the terms of Pena de la Cruz's release on conditions under the Bail Reform Act. The court did not resolve whether dismissal would be with or without prejudice at that time but ordered the government to provide "two days notice" of any plans to deport Pena de la Cruz, stating, "then

4At that status conference, the district court clarified that ICE need only bring defendants to court for hearings where their attendance was "required," rather than "permitted."

we'll see what motion is filed." The district court confirmed that ICE could "proceed towards deportation" so long as notice was provided to the court.

On June 19, 2025, the government, in compliance with the district court's oral order at the May 29 status conference to notify the district court of any plans to deport Pena de la Cruz, filed a "Notice of Impending Removal of Defendant." The notice indicated that Pena de la Cruz's deportation was scheduled for June 24, 2025.

Four days later, the district court entered its June 23rd Order that we introduced earlier. This six-sentence order began by noting that the government had "properly given notice" to the court of Pena de la Cruz's upcoming deportation, in compliance with the court's earlier oral order. The court treated the government's removal notice "as a motion to dismiss the pending indictment without prejudice," and registered its concern about Pena de la Cruz's "serious pending unresolved criminal charges" and what the court perceived as tension between the government's "claim to be fully enforcing the law" while simultaneously "quietly deporting a defendant." The district court concluded: "[u]pon [Pena de la Cruz's] deportation," which indeed occurred the next day, "the indictment against him is dismissed with prejudice." This timely appeal followed.

II.

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